New Proctolin Analogues Modified by the Novel D- or L-Phenylglycine Derivatives. Synthesis and Biological Studies

• Autorzy: Szeszel-Fedorowicz W. , Lisowski M. , Rosiński G. , Issberner J. , Osborne R. , Konopińska D.
• Języki publikacji: EN

Abstrakty

EN

New analogues of insect neuromodulator proctolin (H-Arg-Tyr-Leu-Pro-Thr-OH), modified in position 2 of the peptide chain by L- or D-phenylglycine and its 4-substituted derivatives were synthesized. For modification of proctolin a series of novel L- or D-phenylglycine derivatives H-Phg(4-NO2)-OH (1), Boc-Phg(4-NO2)-OH (2), Boc- Phg(4-Me2N)-OH (3), H-Phg(4-OBzl)-OH (4), Boc-Phg(4-OBzl)-OH (5), H-D-Phg(4-NO2)-OH (6), Boc-D-Phg(4-NO2,)-OH (7), Boc-D-Phg(4-Me2N)-OH (8), were used. The following proctolin analogues were synthesized: H-Arg-Phg-Leu-Pro- Thr-OH (9), H-Arg-D-Phg-Leu-Pro-Thr-OH (10), H-Arg-Phg(4-OH)-Leu-Pro-Thr-OH (11), H-Arg-D-Phg(4-OH)-Leu-Pro-Thr-OH (12), H-Arg-Phg(4-NO2)-Leu- Pro-Thr-OH (13), H-Arg-D-Phg(4-NO2)-Leu-Pro-Thr-OH (14), H-Arg- Phg(4-NH2)-Leu-Pro-Thr-OH (15), H-Arg-D-Phg(4-NH2)-Leu-Pro-Thr-OH (16), H-Arg-Phg(4-NMe2)-Leu-Pro-Thr-OH (17), H-Arg-D-Phg(4-NMe2)-Leu-Pro-Thr-OH (18). Myotropic activity of proctolin analogues 9-18 was assayed in vitro on the semi-isolated heart of the mealworm Tenebrio molitor and on the foregut of the locust Schistocerca gregaria. All analogues showed a weak or none activity.

Słowa kluczowe

EN

proctolin; proctolin analogues; insect peptide proctolin; L- and D-phenyl-glycinev derivatives

• Wydawca: Polskie Towarzystwo Chemiczne
• Czasopismo: Polish Journal of Chemistry
• Rocznik: 2001
• Tom: Vol. 75, nr 3
• Strony: 411--417
• Opis fizyczny: Bibliogr. 12 poz., rys.

Twórcy

autor

Szeszel-Fedorowicz W.

• Faculty of Chemistry, University of Wrocław, 50-383 Wrocław, ul. Joliot-Curie 14, Poland

autor

Lisowski M.

• Faculty of Chemistry, University of Wrocław, 50-383 Wrocław, ul. Joliot-Curie 14, Poland

autor

Rosiński G.

• Departmenl of lnsect Physiology, A. Mickiewicz Unirersity, Poznań, Poland

autor

Issberner J.

• West England Vniversity, Bristol. UK

autor

Osborne R.

• West England Vniversity, Bristol. UK

autor

Konopińska D.

• Faculty of Chemistry, University of Wrocław, 50-383 Wrocław, ul. Joliot-Curie 14, Poland

Bibliografia

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